1β-O-β-D-glucopyranosyl-4β-hydroxyl-5α,6β,11βH-eudesma-12,6α-olide | 1211533-16-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1β-O-β-D-glucopyranosyl-4β-hydroxyl-5α,6β,11βH-eudesma-12,6α-olide
• 英文别名: (3S,3aS,5aR,6R,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one
• CAS: 1211533-16-2
• 化学式: C₂₁H₃₄O₉
• 分子量: 430.496
• InChiKey: DQHHPAKUNFZVIQ-ALMOYXMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1β-O-β-D-glucopyranosyl-4β-hydroxyl-5α,6β,11βH-eudesma-12,6α-olide 在 硫酸 、 水 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 D-葡萄糖
  参考文献：
  名称：

  Isolation and characterisation of the sesquiterpene lactones from Lactuca sativa L var. anagustata

  摘要：

  Lactuca sativa L var. anagustata is widely used as both a delicious vegetable and a traditional medicine in China. Chemical investigation of the methanolic extract of L. sativa L var. anagustata has now led to the isolation of three new sesquiterpenes, together with eight known ones. All the compounds were isolated by chromatography on a silica gel column and preparative thin-layer chromatography (PTLC). Their structures were elucidated by means of spectroscopic methods, including 2D-NMR experiments. Cytotoxicity of the new compounds was assayed against selected cancer cell lines, including the human epithelial carcinoma (HeLa) and human colon carcinoma (HCT-116) cell lines. Radical-scavenging activities of the seven compounds were determined by DPPH radical-scavenging assay. (C) 2009 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.foodchem.2009.11.056

文献信息

• Isolation and characterisation of the sesquiterpene lactones from Lactuca sativa L var. anagustata
  作者：Yi-Feng Han、Gui-Xiu Cao、Xiao-Jing Gao、Min Xia

  DOI：10.1016/j.foodchem.2009.11.056

  日期：2010.6

  Lactuca sativa L var. anagustata is widely used as both a delicious vegetable and a traditional medicine in China. Chemical investigation of the methanolic extract of L. sativa L var. anagustata has now led to the isolation of three new sesquiterpenes, together with eight known ones. All the compounds were isolated by chromatography on a silica gel column and preparative thin-layer chromatography (PTLC). Their structures were elucidated by means of spectroscopic methods, including 2D-NMR experiments. Cytotoxicity of the new compounds was assayed against selected cancer cell lines, including the human epithelial carcinoma (HeLa) and human colon carcinoma (HCT-116) cell lines. Radical-scavenging activities of the seven compounds were determined by DPPH radical-scavenging assay. (C) 2009 Elsevier Ltd. All Fights reserved.